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Beach Rentals and Apartments in Kailua, HI

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    All 111 Rentals in Kailua
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    $8,750
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    $3,675
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    1 / 30
    4.5 of 5 stars (6) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    $265
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $695
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Deck
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 25, 2014
    This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
    5 of 5 stars Reviewed July 7, 2014
    We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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    $126
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    1 / 16
    5 of 5 stars (7) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Dryer
    • DVD Player
    • Porch
    • Satellite TV
    • Refrigerator
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 13, 2015
    Sabine and Ray were wonderful hosts, extremely nice and accomodating even made sure that my 11 year old son had the best vacation ever. The cottage was very cozy and perfect for...
    5 of 5 stars Reviewed July 7, 2014
    We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
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    $90
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    1 / 6
    Studio / 1 Bathroom / Sleeps 2
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    • Dryer
    • DVD Player
    • There Are Tennis...
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Watersports Nearby
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cozy studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg, microwave, toaster,... View all property information
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    Kailua, Oahu 96734
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    $150
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
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    Kailua, Oahu 96734
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    $199
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    1 / 24
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    other travelers have booked this property
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    Amenities & Details
    • Balcony
    • Refrigerator
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Secure Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed April 12, 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
    5 of 5 stars Reviewed December 18, 2014
    This is a rental apartment with the owners living on property. It is nestled into the quiet, private, safe and non-tourist town of Kailua on the western shore. Sure beats paying...
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    $206
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    1 / 5
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Patio
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Attractive, ground floor, 2 bedroom unit with living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is a short 20 minute drive. Tradewind Bungalow is the... View all property information
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    Kailua, Oahu 96734
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    $225
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    1 / 23
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Mountain Views
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-MAKAI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed March 17, 2015
    One of the very best places we have stayed in Kailua. Great location, fabulous amenities including a full kitchen and use of the swimming pool! Many thanks to our hosts John...
    5 of 5 stars Reviewed February 8, 2015
    Between my husband and I, we have been to many different places throughout the world and this by far was the best vacation EVER....and a huge part of it was due to this incredible...
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    $95
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Linens Provided
    • Dryer
    • TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed January 7, 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    $290
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    1 / 10
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This... View all property information
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    Kailua, Oahu 96734
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    $144
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    1 / 7
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 2
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Patio
    • TV
    • Air Conditioning
    • Refrigerator
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Walk to Kailua Beach or Town. Located at: Hawaii Sheffield House 131 Kuulei Road Kailua, Hawaii The Hawaii Sheffield House Ginger Studio is located between Kailua Beach and Kailua Town.The Hawaii Sheffield House has its own 'secret garden' with an outdoor dining table. It is a delightful... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 31, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    $149
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    1 / 12
    5 of 5 stars (3) Excellent
    Studio / 1 Bathroom / Sleeps 5
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Mountain Views
    • Private Fishing...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 15, 2015
    Very nice place. Our family of 5 stayed there for 4 days and we really enjoyed it. We were all eager to go back to"our Kailua home" between each activity to relax. We felt we...
    5 of 5 stars Reviewed July 8, 2015
    Studio is very nicely decorated and landscaped. We arrived early without letting them know and everything was ready for us. We have 3 teenagers/young adults and we all fit in the...
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    $195
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Patio
    • There Are Tennis...
    • Washer
    • Air Conditioning
    • TV
    • Dryer
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha and welcome to Hau'oli Hale! Listen to the sounds of the nearby ocean in this private oasis in peaceful Kailua. This is a newly constructed customized spacious unit with excellent airflow, high ceilings, a beautiful walk in tiled shower with a hydro-rail dual shower head fixture, custom... View all property information
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    Kailua, Oahu 96734
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    $450
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    1 / 23
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Grill
    • Dryer
    • Refrigerator
    • Ocean Views
    • Water Views
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed March 1, 2015
    Our stay at Kailua beach was lovely. It is a strikingly beautiful beach with very child friendly waters. Great swimming. The cottage is a simple, light-filled, older beach...
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    $350
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    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Internet Access
    • Porch
    • Washer
    • Refrigerator
    • Dryer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 9, 2015
    I enjoyed our stay in Lanikai, the cottage was perfect. The fully stocked kitchen made making tea to cooking a breeze. It was so easy to get to the beach and easy to find hikes...
    5 of 5 stars Reviewed April 9, 2015
    Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of...
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    $154
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 3
    other travelers have booked this property
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    Amenities & Details
    • Refrigerator
    • Grill
    • Shared Outdoor Pool...
    • TV
    • Wi-Fi
    • Air Conditioning
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
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    $165
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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio / 1 Bathroom / Sleeps 2
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Patio
    • Stereo System
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2015
    This was our first stay in Hawaii. We wanted to be close to Kailua and Lanikai beaches and have easy access to food and shops. Nancy and Rick's cottage was perfect, 5 minutes easy...
    5 of 5 stars Reviewed November 24, 2014
    I highly recomend staying at one of Nancy's cottages in Kailua. The cottage I stayed in was immaculate and had every amenity you could wish for. The owners have created a true...
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Dryer
    • Satellite TV
    • Dishwasher
    • Hairdryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Pineapple Ohana is situated in a quiet neighborhood where the local experience of the 50th state comes alive daily. Kailua Town and beach are a 3 block walk. Newly remodeled and furnished, this fun house is filled with all the necessary kitchen and bath amenities along with an outdoor grill and... View all property information
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    Kailua, Oahu
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    $175
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    1 / 18
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 4
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Mountain Views
    • Stereo System
    • Patio
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 5, 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
    5 of 5 stars Reviewed September 22, 2014
    We loved this wonderful spot. It was as described 5 minutes walk to the beach, beautifully presented, immaculately clean. Eveything we needed was there, they have really thought...
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    $139
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    1 / 8
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
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    Location Information
    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed March 12, 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    $190
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    1 / 24
    4 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed November 9, 2014
    My husband and I stayed at Lanikai Love for 10 days for our honeymoon. We absolutely loved every second of our stay here! The property is exactly as described and even more...
    3 of 5 stars Reviewed September 20, 2014
    Not pravite pool and hot tub, shared with others lived in that house. No late check out option 11:00 too early. Living room got only fan it's kind hot dining there.
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    $135
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    1 / 19
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 2
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • Dryer
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning studio. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed May 29, 2015
    This was out first time to Hawaii and we absolutely LOVED Kailua. This studio was perfect for my Husband and I and our 19 month old son. The studio was private although attached...
    5 of 5 stars Reviewed February 23, 2015
    This studio was perfect for my husband and myself. We had most of our meals in the studio, but we did enjoy eating in town at a couple of places. We enjoyed the pool and spa in...
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    $1,200
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    1 / 23
    6 Bedrooms / 4 Bathrooms / Sleeps 19
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Dishwasher
    • Grill
    • Dryer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    rivacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Kailua, Oahu
    From
    $400
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    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    other traveler has booked this property
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    Amenities & Details
    • Washer
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • There Are Tennis...
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful 2 bedroom & 2 bathroom guest house, with private entrance, in a tropical and quiet setting. Lovely saltwater swimming pool with waterfall and relaxing surroundings. Private barbecue area, outdoor dining, also a luxury kitchen inside. Within walking distance to white sand Kailua Beach,... View all property information
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    Kailua, Oahu 96734
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    $199
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    1 / 23
    1 Bedroom / 1 Bathroom / Sleeps 3
    other travelers have booked this property
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    • Watersports Nearby
    • There Are Tennis...
    • Dryer
    • Wi-Fi
    • Mountain Views
    • Washer
    • TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Kailua, Oahu 96734
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    $325
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    1 / 22
    4.5 of 5 stars (16) Very good
    7 Bedrooms / 2 Bathrooms / Sleeps 8
    other travelers have booked this property
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    • Mountain Views
    • Air Conditioning
    • Washer
    • Grill
    • Staffed Property
    • Wi-Fi
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed May 20, 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
    5 of 5 stars Reviewed February 11, 2015
    We were able to find this awesome accommodation last minute. The house is clean, spacious and in such a wonderful location. We were close to shopping, restaurants and the most...
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    $125
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    1 / 21
    4.5 of 5 stars (7) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    other travelers have booked this property
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • TV
    • Washer
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Dryer
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 2, 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed February 13, 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    $3,325
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Ocean Front House, 2 Bdrm/2 Bath + Ohana Room, Sleeps 4-6. Great outdoor spaces. Honu Hale Lanikai (Honu means turtle, Hale means house) is a simple and comfortable two bedroom oceanfront vacation home in beautiful Lanikai on the island of Oahu. It has one bedroom/one bath in the main house and a... View all property information
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    Kailua, Oahu 96734
    From
    $425
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    1 / 27
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Deck
    • Wi-Fi
    • Dryer
    • Washer
    • Grill
    • Refrigerator
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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    Kailua, Oahu 96734
    From
    $165
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    1 / 19
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
    other traveler has booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Patio
    • TV
    • Refrigerator
    • Mountain Views
    • Stove
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 21, 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    $225
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    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Single Family Home is sought after neighborhood in Kailua. 15 minutes walk to the beach, Fully furnished with dishes, linens, kitchenware - everything you need. Accommodates 4-6 Some standout features are -- -- 2270 sq feet of house plus a yard that is about 1800 sq feet. -- beautiful... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $200
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    1 / 16
    Studio / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $200
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Horse Riding Nearby
    • Watersports Nearby
    • Wi-Fi
    • Housekeeping...
    • Washer
    • There Are Tennis...
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Kailua is first and foremost a beach community. Kailua Beach Park has been named “America's Best Beach”, 'Most Beautiful; Sunrise in the World'; and the world's pre-eminent windsurfing and kitesurfing destinations. Hale Luana, meaning a house to be at leisure and enjoy pleasant surroundings is... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 21, 2015
    We really enjoyed our stay at the House of Serenity! Very close to beaches (not 1, but 3!) and all the amenities available for your use. Cheryl prepared fresh flowers and ice...
    5 of 5 stars Reviewed July 15, 2015
    Stayed at 2blocksfromthebeach over July 4th. I loved everything about the rental from the location, the accommodations, the nightly shaved ice, the adorable ice cubes Cheryl left...
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    $80
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    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Refrigerator
    • Watersports Nearby
    • Dryer
    • Washer
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Airy and bright bedroom with private bathroom in house with resident owner in Kailua. Backyard faces a canal that empties into ocean. Dock and barge boat for afternoon relaxation. Hiking, windsurfing and ocean sports, lovely beaches, and shopping within 2 miles. Waikiki and airport easy to... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 29, 2015
    Georgia T is an excellent host whose hospitality made my stay in Kailua really memorable. As well as the large, en suite room I stayed in, I had access to kitchen, lounge and...
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    $169
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 3
    other traveler has booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • There Are Tennis...
    • TV
    • Horse Riding Nearby
    • Watersports Nearby
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    BOOK DIRECTLY THROUGH OWNER AND SAVE 5%! Step back in time and soak up a peaceful, private, quintessential Hawaiian vacation experience. (if this suite is booked, please ask me about our other suites!) Please note we do charge $15 extra per night for a third person. The PINEAPPLE SUITE is a NEWLY... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed June 11, 2015
    Hula Breeze war für uns die perfekte Basis während unseres fünftägigen Aufenthalts auf Oahu. Absolut ruhig in einem Wohnviertel am Ende einer Sackgasse gelegen, aber nicht...
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    $140
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    1 / 11
    Studio / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • TV
    • Grill
    • Washer
    • There Are Tennis...
    • Watersports Nearby
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    New to the Kailua Vacation Rental Market and available for limited bookings: Aloha Kailua Guest Suite is a recently constructed (in 2014) custom designed second floor studio in a quiet but convenient neighborhood offering open space, relaxing décor, and higher end amenities just a 10 minute walk to... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $250
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    1 / 10
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Boat Available
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $800
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Stereo System
    • Internet Access
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. The epitome of island living is experienced in Kailua, Oahu. Kailua is known for its beautiful weather and small town atmosphere. Kailua town is just a short bike ride away, where you will find great boutiques, and restaurants. Or hike the Lanikai... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $105
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    1 / 10
    Studio / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Refrigerator
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in Kailua and only minutes away from Kailua beach. Come and enjoy the nicest beaches on Oahu and one of the most beautiful stretches of sand in the world. This private unit is located off the main roads in residential Kailua, part of a family home. The suite is similar to a one-bedroom... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $148
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    1 / 16
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • DVD Player
    • Washer
    • Air Conditioning
    • TV
    • Deck
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $199
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Towels Provided
    • Linens Provided
    • Private Yard
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lovely Guest House with lots of upgrades Large Bathroom with paintings of Lanikai Beach California King Bed and 60inch Flat-Screen TV Super Fast High-Speed Internet up to 60MB/s with WiFi Access Full Kitchen with top of the line appliances Washer and Dryer Amazing patio with outdoor... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $220
    / Night
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    1 / 13
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Refrigerator
    • Mountain Views
    • Washer
    • Air Conditioning
    • TV
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely Guest House with lots of upgrades. Large Bathroom with paintings of Lanikai Beach California King Bed with 60inch Flat-Screen TV Fast High Speed Internet up to 60MB/s with WiFi Access Full Kitchen with Top of the line appliances. Washer and Dryer Amazing patio with outdoor furniture to... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,189
    / Night
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    1 / 25
    6 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Washer
    • Parking
    • Grill
    • Refrigerator
    • Linens Provided
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Seaside Jewel is a classic beachfront estate reminiscent of 'Old Hawaii'. Coconut trees abound throughout the spacious lush green lawns. With large open spaces, both inside and out, this home is perfect for big families or family reunions. Seaside Jewel sits on Kailua Beach, one of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $185
    / Night
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    1 / 42
    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • Mountain Views
    • Washer
    • Stereo System
    • Dryer
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    TAT ID# OII968I4-OI Our ohana (family) welcomes you to 'Kauhale' our beautiful Hawaiian home. We offer a large cool and breezy 1000 sq ft, 1 bedroom, 1 bath, private, 2nd floor apartment, includes all utilities, located in a great family neighborhood, vaulted open beam ceilings with 5 ceiling... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed May 15, 2014
    Bob & Patty made us feel right at home from the time we drove into the driveway. This is a very clean and quite place to vacation. They have everything you would want or need to...
    5 of 5 stars Reviewed January 11, 2014
    Patty & Bob were such welcoming hosts, it felt like we were visiting old friends. They gave us great tips about local areas and had all the gear (kayaks, paddle boards), etc. to...
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    $3,150
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    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • TV
    • Washer
    • Dryer
    • Deck
    • Wi-Fi
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,325
    / Night
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    1 / 27
    4 of 5 stars (1) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Waterfront
    • Washer
    • Patio
    • Dryer
    • Internet Access
    • Stereo System
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2013
    Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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    $145
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    4.5 of 5 stars (19) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (19) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Water Views
    • DVD Player
    • TV
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    From 1 to 5 bedrooms, private, air conditioned vacation rental units on world class Kailua Beach. Just 20 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 10, 2015
    We had a wonderful time in Kailua and stayed in a beautiful home with 5 bedrooms. This home was gorgeous and fantastic. The beach was so close also a great plus would recommend to...
    2 of 5 stars Reviewed June 26, 2015
    We stayed at this accommodation for 5 nights in June 2015. This was a very disappointing stay. While the location is very good (about 5 minute’s walk to the very lovely...
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    $950
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    1 / 28
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Grill
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
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    Location Information
    Kailua, Oahu 96743
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.